The Photochemistry of <i>o</i>‐Nitrobenzaldehyde as Seen by Femtosecond Vibrational Spectroscopy

S. Laimgruber, Wolfgang Schreier, Tobias E. Schrader, Florian O. Koller, Wolfgang Zinth, Peter Gilch

Angewandte Chemie International Edition · 2005 · 83 citations · 12 references

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Abstract

A ketene comes and goes: The first intermediate in the photoredox reaction of o-nitrobenzaldehyde (1) is identified as ketene 2. In a femtosecond IR experiment a resonance at 2100 cm−1 corresponding to the ketene stretching vibration appears less than one picosecond after photoexcitation. The 90-ps decay of this band is a manifestation of a nucleophilic addition to the CC double bond, which is supported by other spectroscopic experiments (IR and Raman).

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